Application In Synthesis of (R)-Ethyl 4-chloro-3-hydroxybutanoate. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Diversity of 4-chloroacetoacetate ethyl ester-reducing enzymes in yeasts and their application to chiral alcohol synthesis. Author is Kita, Keiko; Kataoka, Michihiko; Shimizu, Sakayu.
A review. Review with 42 references Enzymes which reduce 4-chloroacetoacetate Et ester (CAAE) to (R)- or (S)-Et 4-chloro-3-hydroxybutanoate (CHBE) were investigated. Several microorganisms which can reduce CAAE with high yields were discovered. An NADPH-dependent aldehyde reductase, ARI, and an NADPH-dependent carbonyl reductase, S1, were isolated from Sporobolomyces salmonicolor and Candida magnoliae, resp., and enzymic synthesis of chiral CHBE was performed through the reduction of CAAE. When ARI-overproducing Escherichia coli transformant cells or C. magnoliae cells were incubated in an organic solvent-water diphasic system, CAAE was stoichiometrically converted to (R)- or (S)-CHBE (>92% enantiomeric excess), resp. Multiple CAAE-reducing enzymes were present in S. salmonicolor, C. magnoliae and bakers’ yeast. Comparison of the primary structures of these CAAE-reducing enzymes with other protein sequences showed that CAAE-reducing enzymes are widely distributed in various protein families, and various physiol. roles of these enzymes in the cell were speculated.
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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem